N-t-butyloxycarbonyl-DL-aspartic acid anhydride

Base Information

• Chemical Name: N-t-butyloxycarbonyl-DL-aspartic acid anhydride
• CAS No.: 120409-48-5
• Molecular Formula: C₉H₁₃NO₅
• Molecular Weight: 215.206
• Mol file: 120409-48-5.mol

Synonyms:N-t-butyloxycarbonyl-DL-aspartic acid anhydride

Chemical Property of N-t-butyloxycarbonyl-DL-aspartic acid anhydride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-t-butyloxycarbonyl-DL-aspartic acid anhydride

There total 7 articles about N-t-butyloxycarbonyl-DL-aspartic acid anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

Boc-Asp-OH (13726-67-5) → N-tert-butyloxycarbonylaspartic acid anhydride (91240-51-6,120409-48-5,30750-74-4)

Guidance literature:

With diisopropyl-carbodiimide; In ethyl acetate; for 2h;

DOI:10.1055/s-2003-38733

Reference yield: 83.0%

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + di-tert-butyl dicarbonate (24424-99-5) → N-tert-butyloxycarbonylaspartic acid anhydride (91240-51-6,120409-48-5,30750-74-4)

Guidance literature:

L-Aspartic acid; di-tert-butyl dicarbonate; With sodium hydroxide; In methanol; at 30 - 35 ℃; for 3h; pH=9.3-9.5;

With acetic anhydride; at 25 - 35 ℃;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-tert-butyloxycarbonylaspartic acid anhydride (91240-51-6,120409-48-5,30750-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / H₂O / 24 h / 20 °C

2: 2-(dimethylamino)isopropyl chloride hydrochloride / tetrahydrofuran / 4 h / 20 °C

With (2-chloropropyl)dimethylamine hydrochloride; sodium carbonate; In tetrahydrofuran; water;

DOI:10.1016/j.tet.2007.03.163

upstream raw materials:

Boc-Asp-OH

L-Aspartic acid

di-tert-butyl dicarbonate

diisopropyl-carbodiimide

Downstream raw materials:

C₃₀H₂₉FN₄O₅S

C₃₀H₂₉FN₄O₅S

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

N-[(3S)-tetrahydro-5-oxo-3-furanyl]carbamic acid-1,1-dimethylethyl ester